Solvent-dependent chemoselective synthesis of different isoquinolinones mediated by the hypervalent iodine(III) reagent PISA

• Ze-Nan Hu,
• Yan-Hui Wang,
• Jia-Bing Wu,
• Ze Chen,
• Dou Hong and
• Chi Zhang

Beilstein J. Org. Chem. 2024, 20, 1914–1921, doi:10.3762/bjoc.20.167

• considerable progress has been made in the synthesis of isoquinolinone derivatives, there is still the need to develop chemoselective strategies based on easily adjustable factors, such as solvent selection to obtain 3- or 4-substituted isoquinolinone derivatives. In 2018, our group has reported the

A novel recyclable organocatalyst for the gram-scale enantioselective synthesis of (S)-baclofen

• Gyula Dargó,
• Dóra Erdélyi,
• Balázs Molnár,
• Péter Kisszékelyi,
• Zsófia Garádi and
• József Kupai

Beilstein J. Org. Chem. 2023, 19, 1811–1824, doi:10.3762/bjoc.19.133

• slightly lower because the catalyst was not completely dissolved in acetylacetone, which resulted in a heterogeneous reaction mixture (Table 2, entry 4). The importance of correct solvent selection is illustrated by the case of butyl acetate, in which only a low yield was observed (Table 2, entry 5

• ). During solvent selection, both the catalytic performance and green chemistry aspects were addressed. For this purpose, we followed GSK’s solvent sustainability guide [34], which ranks solvents according to their properties, such as waste generation, environmental and health impacts, and boiling point

Suzuki–Miyaura cross coupling is not an informative reaction to demonstrate the performance of new solvents

• James Sherwood

Beilstein J. Org. Chem. 2020, 16, 1001–1005, doi:10.3762/bjoc.16.89

• coupling is often unaffected by the choice of solvent, and therefore the Suzuki–Miyaura reaction provides limited information regarding the usefulness of any particular solvent for organic synthesis. Keywords: cross coupling; green solvents; palladium; solvent selection; Suzuki reaction; Findings The

• objective of this work was to reveal if there is a relationship between the productivity of Suzuki–Miyaura cross couplings and the properties of the solvent, and whether this could be used to justify solvent selection. The choice of solvent is one variable that dictates reaction rate, selectivity

• , and the choice and quantity of catalyst and base. Given the broad choice of solvents available, what is left to decide is the most benign solvent that should be preferred for conducting Suzuki–Miyaura reactions. Table 1 lists the greenness rating from the CHEM21 solvent selection guide (except for

Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation

• Kirsty L. Wilson,
• Alan R. Kennedy,
• Jane Murray,
• Ben Greatrex,
• Craig Jamieson and
• Allan J. B. Watson

Beilstein J. Org. Chem. 2016, 12, 2005–2011, doi:10.3762/bjoc.12.187

• , solvent replacement has been designated a key research area with numerous pharmaceutical companies detailing their efforts towards a more sustainable solvent selection as part of their overall sustainability programmes [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23]. Based on its

Thiazole formation through a modified Gewald reaction

• Carl J. Mallia,
• Lukas Englert,
• Gary C. Walter and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2015, 11, 875–883, doi:10.3762/bjoc.11.98

• ., 0.5 equiv of the dimer) as it would simplify the purification later on. All reactions were assessed for conversion using 1H NMR analysis of a crude sample followed by work-up and purification via column chromatography to determine the yields. With regard to solvent selection, trifluroethanol showed by